The Grateful Dead (among others) led the fight AGAINST Wolfgang's Vault, and tried to get it shut down a few years ago for allowing their shows to be streamed and Grateful Dead memorabilia to be sold there. Others who joined the lawsuit were Santana's reps and reps for Led Zeppelin. I'm sure there were more. No, they were not cool with it.

On the subject of GD attorneys, your question brought to mind, Hal Kant, who died in October last year. From the little I've been able to research, he seems to have been a very interesting person, who must have had a few stories to tell of his time with the GD.